Aryl methanesulfonates (18 examples) were easily prepared by thermal decomposition of dry arenediazonium o-benzene-disulfonimides in methanesulfonic acid. The reactions were carried out at temperatures between 60 and 120 °C for times between 0.5 and 8 h. The aryl methanesulfonates were obtained in reproducible yield of 70-90%, with few exceptions. In all cases the o-benzenedisulfonimide could be recovered in good yields which can then be reused to prepare the salts. When thermal decomposition of salts was carried out in trifluoromethanesulfonic acid at 90-120 °C for 1-2 h, aryl trifluoromethanesulfonates were obtained in 73-78% yield (3 examples).

A simple preparation of Aryl Methansulfonates by Thermal Decomposition of Dry Arendiazonium o-Benzendisulfonimides in Methane Sulfonic acid

BARBERO, Margherita;DEGANI, Jacopo;DUGHERA, Stefano;FOCHI, Rita;
1999

Abstract

Aryl methanesulfonates (18 examples) were easily prepared by thermal decomposition of dry arenediazonium o-benzene-disulfonimides in methanesulfonic acid. The reactions were carried out at temperatures between 60 and 120 °C for times between 0.5 and 8 h. The aryl methanesulfonates were obtained in reproducible yield of 70-90%, with few exceptions. In all cases the o-benzenedisulfonimide could be recovered in good yields which can then be reused to prepare the salts. When thermal decomposition of salts was carried out in trifluoromethanesulfonic acid at 90-120 °C for 1-2 h, aryl trifluoromethanesulfonates were obtained in 73-78% yield (3 examples).
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90
93
stable dry arenediazonium salts; aryl methanesulfonates; aryl trifluoromethanesulfonates; o-benzenedisulfonimide
M. BARBERO; DEGANI I; DUGHERA S; FOCHI R; PERRACINO P
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/1154
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